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Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

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Top Hotels in Windham County

The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1009)
"Good value for a two night stay for work "
The price is AU$159
includes taxes & fees
13 Oct - 14 Oct
The Covered Bridge Inn
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (229)
"Great place to stay!"
The price is AU$257
includes taxes & fees
9 Nov - 10 Nov
Mount Snow Grand Summit Resort
The Black Bear Lodge at Stratton Mountain Resort
Indoor spa tub

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (923)
"What a great, cozy place! Definitely would stay here again "
The price is AU$243
includes taxes & fees
9 Nov - 10 Nov
The Black Bear Lodge at Stratton Mountain Resort
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.4 out of 10, (575)
"Most disgusting place I've ever seen to"
The price is AU$113
includes taxes & fees
9 Nov - 10 Nov
Econo Lodge Brattleboro
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.6 out of 10, Excellent, (526)
"Easy check in and out. Beautiful location"
The price is AU$298
includes taxes & fees
17 Oct - 18 Oct
Mountaineer Inn
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1003)
"Very enjoyable stay"
The Putney Inn
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Nice place to stay for the night."
The price is AU$234
includes taxes & fees
15 Oct - 16 Oct
Colonial Motel And Spa
Hampton Inn Brattleboro
Free breakfast

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (898)
"Breakfast area was the best I've seen in a while!"
The price is AU$165
includes taxes & fees
5 Nov - 6 Nov
Hampton Inn Brattleboro
Valley Craft Ales
Interior detail

Valley Craft Ales

2.0 star property
8.4 out of 10, Very good, (158)
"Fun place to stay!!"
The price is AU$135
includes taxes & fees
1 Nov - 2 Nov
Valley Craft Ales
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (801)
"Great location in downtown Brattleboro, close to shops and restaurants. Staff are friendly and helpful. "
The price is AU$224
includes taxes & fees
2 Nov - 3 Nov
Latchis Hotel
Chalet 239
Family Room | Living area

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (80)
"I was pleasantly surprised in how well well-maintained this property was. Beautiful decor, impeccably clean, and extremely comfortable bed and linens. We were in a king room with a little deck off the back. It was just lovely to sit outside and have a glass of wine. Check in and check out was a breeze and this adorable hotel is in a perfect location. I would definitely stay here again and recommend to others. "
The price is AU$195
includes taxes & fees
2 Nov - 3 Nov
Chalet 239
Inn At Mount Snow
Exterior

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (35)
"Staff was so knowledgeable and welcoming. A great stay!"
The price is AU$278
includes taxes & fees
2 Nov - 3 Nov
Inn At Mount Snow
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (717)
"For the money during peep season it was ok. Otherwise it’s a low quality stay"
The price is AU$134
includes taxes & fees
19 Oct - 20 Oct
Travelodge by Wyndham Brattleboro VT
The Upper Pass Lodge at Magic Mountain
Exclusive Suite, Multiple Beds, Kitchenette, Mountain View

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.2 out of 10, Very good, (670)
"If this property was updated it would be a wonderful place to stay but as is it’s like a very old motel. I would not stay there again. "
The price is AU$142
includes taxes & fees
3 Nov - 4 Nov
The Upper Pass Lodge at Magic Mountain
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (466)
"Excellent staff!"
The price is AU$188
includes taxes & fees
2 Nov - 3 Nov
Black Mountain Inn
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (704)
"Check in was easy and there is coffee available 24 hours a day!"
The price is AU$200
includes taxes & fees
2 Nov - 3 Nov
Comfort Inn & Suites Brattleboro I-91
Big Bears Lodge
Garden

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (181)
"So close to Mount snow it’s a great place to stay "
The price is AU$278
includes taxes & fees
14 Oct - 15 Oct
Big Bears Lodge
Vikings Villages Resort
Deluxe Chalet

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (137)
"Favorite place to stay in New England bar none!! "
The price is AU$359
includes taxes & fees
9 Nov - 10 Nov
Vikings Villages Resort
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (69)
"We had a lovely time staying here. "
Deerfield Valley Inn
The White House Inn
Interior detail

The White House Inn

3.5 star property
9.2 out of 10, Wonderful, (230)
"Welcoming staff and wonderful atmosphere!"
The White House Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Great weekend hotel deals in Windham County, VT

Showing deals for:17 Oct - 19 Oct

Image gallery for Chalet 239

Family Room | Living area

Chalet 239

2.0 star property
West Dover
9.4/10Exceptional (80 reviews)
10% off
Price is AU$643
for 2 nights, 1 room
AU$321 per night
includes taxes & fees
Chalet 239
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Top Windham County Hotel Reviews

Colonial Motel And Spa

Colonial Motel And Spa

10/10 Excellent
"Excellent staff"
Barry 1-night trip
Posted 3 days ago
Colonial Motel And Spa

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels in Windham County cost?
The season and factors like Easter and school holidays can influence the price of a hotel in Windham County. You can find cheap options from AU$113 in a few different ways on Expedia. First, select the dates you'd like to get away, then use the filters like property type and amenities to fine-tune your search. You can also sort by price, so the lowest options appear at the top.
When is the best time to go to Windham County?
If you want to visit in summer, reserve your Windham County hotel between June and August. Temperatures during the summer months here range from 12ºC to 24ºC. Windham County has a humid continental climate, so pack accordingly.
How can I find cheap hotels in Windham County?
Windham County cheap hotels start at AU$113 per night. To browse these types of wallet-friendly options, make use of our "Price per night" filter. Like some other tips? Be flexible with your holiday dates and book early. Check out our cheap hotels in Windham County page for deals you won't be able to resist.
What are the best hotels in Windham County for families?
Big Bears Lodge is among the most popular hotels for families, located in Stratton, Windham County. Stay here and take advantage of amenities like a playground and complimentary breakfast. Three Mountain Inn is another favourite property where kiddos are welcome. For more hotel options, fine-tune your search results by clicking on "Family friendly" under the "Traveller experience" filter section.
Why should I book my Windham County hotel with Expedia?
Book your Windham County hotel with Expedia for ease, choice and price. Sign up for our free One Key™ rewards scheme to access discounted Member Prices and exclusive perks. Dates not set in stone? Rest easy — we've got you covered in case you have to change plans. And, if you want to ask us anything or need assistance, our online Help Centre is always available.